229: The Privacy lawsuits coming for every marketing team, with Cara Caruso and Dustin Taylor

A privacy-software CEO and a litigation defense attorney scare every marketer in the room, in the most useful way possible. Cara Caruso has scanned over 10,000 websites and found nearly 90% of them non-compliant, while Dustin Taylor has defended more than 100 companies against the exact lawsuits that follow. Together they trace how a forgotten tag from 3 years ago becomes a seven-figure settlement, why your own privacy policy is the document most likely to get you in trouble.More

227: The Correlation masquerade (The Dungeon of martech architecture, part 3)

Your warehouse is clean, your agents are running, everything looks like it’s working, and that’s the trap. This floor is where AI mistakes correlation for causation and scales the mistake at machine speed, eroding revenue behind a green dashboard. We unpack the fix: holdouts, guardrails, and a causal context graph that proves what actually works.More

225: The Fall of CRM gravity (The Dungeon of martech architecture, part 1)

At some point in the last decade, the CRM became a shared apartment with 19 roommates, each adding their own version of the source of truth. This episode argues for a cleaner path: raw data into the warehouse, transformation with tools like dbt, then activation through reverse ETL so definitions stay centralized and audiences stay portable. More

222: Ashley Langford: How senior MOps practitioners are navigating the 2026 job search

Jason breaks down the 5 non-negotiables of minimum viable readiness before you deploy any AI agent, explains why the marketing ops function is becoming more critical as AI takes over execution, and argues that unbounded AI autonomy creates more risk than warehouse data ever will. He also defends GTM engineering as a real discipline rather than a rebrand, and closes with a Dune analogy.More

219: Elizabeth Dobbs: Inside Databricks’ stack with 3 AI agents, 1 lakehouse, and 6 years of data work

Liz spent 6 years at Databricks building the data infrastructure before deploying any AI on top of it. She’s shipped 3 production agents (Marge, Tagatha, and Atlas) and she’ll tell you exactly what broke first and why the team kept going anyway. You’ll hear how a marketing lakehouse becomes the foundation that makes every agent actually work, why the agent label debate is a distraction.More